HU198825B - Synergic fungicides - Google Patents

Description

The present invention relates to a synergistic combination of known fungicidal agents and their use in plant protection.

N-alkylmorpholines are used as fungicides in plant protection (German Patent Nos. 1,164,152 and 1,198,125, German Patent No. 440,412). The disadvantages of the known agents are that they are of limited use against real powdery mildew.

Various acylamide derivatives (German Patent Nos. 118,979 and 118,510, German Patent Nos. 2,515,091, 1,448,810 and 2,903,612, British Patent Specification 1,603,730, and U.S. Pat. European Patent No. 26,873) is good against Oomycetes, but cannot be effectively used against other economically important fungicides.

Benzimidazole and dithiocarbinate derivatives are known to be used as fungicides in crop protection (British Patent Nos. 1,193,461, 1,190,614 and 1,000,000). A disadvantage of the use of benzimidazole derivatives is that their resistance is significantly developed.

The use of N-alkylmorpholines in admixture with dithiocarbamates has been proposed for the simultaneous control of various pathogens (German Patent No. 11,014).

It is also known that N-alkylmorpholine derivatives are useful in certain infections in combination with D, LN- (2,6-dimethylphenyl) -N- (2'-methoxyacetyl) -alanine methyl ester (T / Hungarian Patent Publication No. 33,363).

The present invention relates to a synergistic fungicidal composition comprising from 5 to 95% by weight of a mixture of active ingredients in which

(A) one of the following acylamide derivatives:

D, LN- (2,6-Dimethyl-phenyl) -N- (2'-methoxy-acetyl) -alanine methyl ester [metalaxyl], N- (2,6-dimethyl-phenyl) -N- furoyl- (2) -alanine methyl ester [furalaxil],

N- (2,6-dimethylphenyl) -N- (phenylacetyl) alanine methyl ester [benalaxyl],

2-chloro-N- (2,6-dimethylphenyl) -N- (tertrahydro-2-oxo-3-furanyl) -acelamide [ofurace],

3-Chloro-N- (tetrahydro-2-oxo-3-furanyl) -cyclopropunone-carboxanilide [ciprofuram],

2-methoxy-N- (2-oxo-1,3-oxazolidin-3-yl) -N- (2,6-dimethylphenyl) acetamide [oxadixyl],

N-Isoxazol-5-yl-N- (2,6-xylyl) -alanine n-methyl ester (FO 149,202 F)

N- (2,6-Dimethylphenyl) -2-meloxy-N- (tert-butyl-2-oxo-3-furanyl-1-acetamide (RE 26745); and

(B) one of the following morpholine derivatives:

N-tridecyl-2,6-dimethylmorpholine [tridemorph],

N-Cyclode <Jecyl-2,6-dinethyl-inorpholyl [dodemorph],

4: 1 w / w mixture of N- (n-dodecyl]) - 2,6-dinethylmorpholine and N- (n-dodecyl) -2,5-dimethylmorpholine

4- {3- [p- (tert-butyl) phenyl] -2-methylpropyl] -2,6-cis-dinethyl-morphol [phenpropimorph J;

there is

C) one of the following fungicidal active substances 1,2-bis (3-ethoxycarbonyl-2-thiourea) benzene [Liofanate],

1,2-bis (3-methoxycarbonyl-2-thiourea) benzene [thiophanate methyl], benzinidazole-N-ethylcarbamate [carbendazim] (BCM)

1- (butylcarbamoyl) -2-benzimidazole-methylcarbamate [benomyl],

2- (4'-Thiazolyl) -benzimidazole [thiabendazole];

obsession

D) one of the following dithiocarbamate or disulfide derivatives: zinc ethylene bis (dithiocarbamate) [zineb], manganese ethylene bis (dithiocarbamate) [maneb], manganese zinc eLylene bis (dithiocarbamate) [mancozeb], 1: 3 mixture of polyethylene thiuram disulphide [metiram], polymeric cin-propylene bis (dithiocarbamate) [propineb], polyethylene thiuram disulphide and zinc ethylene bis (dithiocarbamate) (Zn content 21%) ) [polycarbazin] together and the weight ratio of active ingredients A, B and C is 1: (1-5) (1-6), the weight ratio of active ingredients A, R and D is 1: (1-5) :( 1-10) solid or liquid (.öllő- and carriers, preferably silica, sucrose, mannitol, kaolin, diatomaceous earth, paraffins, ionic and / or ^r nonionic surfactants, preferably alk yl-aryl-polyglycol ethers, alkylaryl, alkylaryl sulfonates, phosphates, fatty alcohol polyglitol ethers, lignin sulphonic acid and its salts, alkyl aryl sulphonates in formaldehyde condensers and other auxiliaries such as anti-freeze, sediment sgátló with dye.

In the compositions of the invention,

The ratio of active ingredients A, B and C for seed dressing is preferably 1: 4: 4, the ratio of active ingredients A, B and D against potato phytopl.hora infestans is 1: (1- 1-2) (1-2). 2): 10th

HU 198825 R

The fungicidal compositions of the present invention are preferably used to prevent damage caused by a complex of pathogens (germination, germination, root rot, mixed leaf or fruit infections, etc.).

In addition to the additive potency, there is a synergistic potency of several pathogens, as determined by Colby's formula: 10

X · Y

Ε = X + Y - 100

X = the combined toxicity of the A and B components

Y = efficiency of the C or D component

A further advantage of the compositions according to the invention is that the risk of the development of resistant strains is significantly reduced due to the different mode of action of the components, lack of positive cross-resistance or partial negative cross-resistance. For the reasons described above, the compositions may be advantageously used to suppress pathogenic populations whose individual members may have significantly different susceptibilities to each component of the proposed mixture. 30

The composition according to the invention can be used to control harmful fungi on plants or parts of plants. Due to the systemic properties of the components, systemic infectious agents [Plasmopara 35 halsLedii (Peronosporales, Oomycetes), Peronospora munshurica (Peronosporales, Oomycetes), Sclerospora graminicola (Peronosporales, Oomycetes), S.macrospora, Peronospora (Ustilaginales, Basidiomycetes), Ustilago avenae (Ustilaginales, Basidiomycetes), Fusarium oxysporum (Deuteromycetes), Verticillium epp. (Deuteromycetes), Rhizoctonia solani (Polyporales, Basidiomycetes), Stereum purpureum 45 (Basidiomycetes), etc.) and the plant parts that develop after treatment are also protected against fungal infection.

The composition of the invention can control pathogens of the following group: true powdery mildew such as Erysiphe spp. (Erysiphales, Ascomycetes), Aspergillus spp. (Eurotiales, Ascomycetes), Penicillium spp. (Eurotiales, Ascomycetes), Phoma betae (Dothiales, Ascomycetes), Ph, macdonaldii, 55 Didamella applanata (Dothiales, Ascomycetes), Fusarium graminearum (Hypocreales, Ascomycetes), Nectria cinnabarina (Hypocreales, Ascomycetes), Vent. Ascomycetes), Khuskia oryzae (Sphaeriales, 60 Ascomycetes), Colletotrichin atramantarium (Sphaeriales, Ascomycetes), Coll. Dematium, Diaporthe pbaseolorum (Sphaeriales, Ascomycetes), Phomopsis mali (Sphaeriales, Ascomycetes), Ascomycetes, mycetes), Botrytis spp. (Helotiales, Ascoraycetes), Sclerotiriia schlerotiorum (Helotiales, Ascomycetes), Ustilago spp. (Ustilaginales, Basidioinycetes), Verticillium spp. Rhizoctonia so'ani (Polyporales, Basidiomycetes), St. purpurem. Tr. Versicolor, Spbaeropsis malomiul, Pytbium spp. (Peronosporales, Oomycetes), Phytophthora spp. (Peronosporales, Oomycetes), Albugo candida, (Peronosporales, Oomycetes), Bremia bectucae (Peronosporales, Oomycetes), Peronospora destructor (Peronosporales, Oomycetes), Plasmopara viticola (Peronosporales, Oomycetes), Pseudoperonospora cubensis. (Peronosporales, Oomycetes), Alternaría spp. (Deuteromycetes), Fusarium oxysporum and other Fusarium species (Deuleromycel.es), Veri icillium spp. (DeuteroniyceLes) and Gram positive and Gram negative bacteria (Corynebacterium michiganense, C. nebraskense, C. flaccumfaciens and Xanthomonas malvacearem, X. phaseoli, X. translucens pv. Oryzae).

The active compound combinations of the present invention can be processed into standard formulations such as spray powders, granules or microcapsules, suspension concentrates or suspoemulsions. For processing, the active compounds are dissolved or dispersed in conventional liquid carriers, optionally in the presence of a surfactant, and / or in admixture with solid carriers, or by other known processes.

The compositions according to the invention contain 5-95% by weight, preferably 5-60% by weight of the active ingredient. The agents may be conventionally applied, for example, by spraying, sprinkling, spraying, dipping, or aerosolizing, or dispersed in, or formulated in, containers for cultivating or transporting propagation material (e.g., paper or other biodegradable material). impregnated.

The application rates of the compositions according to the invention are, depending on the intended use and generally 0.1-7.5 kg / ha or 5-30 g / kg seed, 200-1500 g / t propagation material or 1-5 g / kg solid diluent, respectively. suitably dispersed active ingredient.

The compositions according to the invention are arable crops (barley, beans, peas, potatoes, wheat, sorghum, sweet potatoes, corn, millet, canary seed, clover, alfalfa, sunflower, rice, rye, soya, barley), industrial plants (sugar beet, sugar cane, tobacco). , peanuts, cotton, flax, rape), cabbages (horses, cucumbers), vegetables (onions, cabbage, peppers, tomatoes, lettuce), stone fruits and berries (apple, poppy, avocado, banana, citrus, strawberry, mangoes, currants, plums, grapes) and ornamental plants (gl thdiolus, gerhera, hyacinth, tulip, juniper) can be used to prevent and treat bacterial and fungal diseases caused by bacteria and fungi. The compositions and effects of the compositions of the present invention are illustrated in the following examples.

Example 1

Dissolve in 508 grams water. 21.2 grams Tensilin FN 80 at 35 ° C, 7.6 grams

Tensiofix CG 21, 7.6 grams Tensiofix B 7425. After dissolution, 47.5 grams of ethylene glycol is added slowly with stirring. Under vigorous shear mixing, 156 grams of carbendazine and 38 grams of LAB 149,202 are added. After two minutes of homogenization, the suspension is added to an alritor containing 1.5 liters of silicon quartzite glass bead with a useful capacity of 1 mm in diameter. The atria mixer is operated at 1440 rpm for 30 minutes and then reduced to 30 rpm and the following solution is added to the suspension:

tridemorph 156 grams, Triton X-15 4 grams, Triton X-45 4 grams, Triton X-114 31.5 grams. After stirring for three minutes, 16.8 grams of paraffin oil and 1.8 grams of Emulsogen M solution are added to the suspension. After stirring for two minutes, the glass bead is filtered through a 0.5 mm sieve. The resulting suspension concentrate has a 95% CIPAC buoyancy.

EXAMPLE 2 200 grams of Wessalon S is weighed into a liter of useful space shear homogenizer. To 261 grams of tridemorph is added 6.6 grams of Triton Χ-15, 52.8 grams of Triton-X 114, 6.6 grams of Triton Χ -45 and then stirring slowly to form a homogeneous solution. After turning on the homogenizer in the laboratory, the above solution is added slowly with stirring. Further stirring. 250 grams of carbendazim, 88 grams of LAB 149,202 are added. After 5 minutes of homogenization, 50 grams of Atlox 5320, 75 grams of Atlox 4862 are added. After 5 minutes of homogenization, 10 g of Aerosil 300 are added. The powder mixture is granulated with water in two portions into a laboratory granulator. (For 500 grams of powder mixture using 66 ml of water).

The resulting granulate is dried at 60 ° C in an oven to constant weight. From the granules formed, a fraction of 0.1 mm to 0.6 mm was obtained in 95%. The product formed has a CIPAC buoyancy of 84%.

Example 3 One liter of laboratory homogeneous gluten was weighed into 150 grams of Zeolex 414 support.

In a separate vessel, weigh 266 grams of trideniorph, 6.8 grams of Triton Χ-15, 6.8 grams of Triton 45-45, and 54.2 grams of Triton Χ-114. With slow stirring, a homogeneous solution is formed which is added to the laboratory homogenizer evenly with stirring. After 5 minutes of homogenization, 266 grams of carbendazim, 66.6 grams of benalaxil are added to the homogenizer. The mixture is homogenized for 5 minutes and then, with further stirring, is added 88.6 grams of sucrose, 30 grams of Netzer TS (Hoechst), 65 grams of sodium lignin silphonate. Further homogenization is carried out for 3 minutes after the last portion is added.

The powder mixture is ground to an average particle size of 10 nm on an air jet mill (Alpine). The formed. the powder mixture has a CTPAC buoyancy of 87 percent and a wetting time of 18 sec.

Example 4

60.54 grams of water and 6.55 grams of ethylene glycol are weighed into a 1.5L of useful space atrium. For the solution, 2.21 grams of Tensiofix B 7425 and 1.7 grams of Tensilin FN 80,

12.5 grams of carbendazim and 3.1 grams of benalaxil are added. The atria was filled with 2 mm diameter silica quartzite glass beads. The atrial agitator is then operated for 30 minutes at 800 rpm. After 30 minutes, add the following solution to the suspension: 9.4 grams of tridemorph, 0.23 grams of Triton X-15, 0.23 grams of Triton X-45 and

1.84 grams of a homogeneous mixture of Triton X-114. After stirring for 3 minutes, a solution of 1.35 grams of paraffin oil and 0.15 grams of Emulsogen M is added. The glass bead was filtered from the suspension through a 1 mm sieve. Using a high shear mixer, blend 0.2 grams of Tensiofix 821 with approx. in 5 minutes. The formed. the suspension concentrate has a CIPAC buoyancy of 97%. The slurry is in the form of a solid in the concentrate. e 98% below 5 μιη.

Example 5

To 605.4 grams of water is added 65 grams of ethylene glycol. While stirring slowly, 22.2 grams of Tensiofix CG 21 are added followed by 17 grams of Tensilin FN 80. 125 grams of carbendazim and 31 grams of metalaxyl are added in a uniform manner using a high Nylon stirrer. The slurry is homogenized for five minutes at the maximum speed of the nylon mixer (12,000 rpm). The homogeneous suspension was poured into a laboratory atrior with a usable volume of 1500 ml. The alritor is filled with 1 mm high wear ceramic bead. The sub-mixer. at maximum speed 5

HU 198825 Β (1440 rpm) for 30 minutes. A solution of 94 grams of tridemorph, 2.3 grams of Triton X-15, 2.3 grams of Triton X-45 and 18.4 grams of Triton X-114 is poured into the atrium. The atritor mixer is operated for another minute. Grind bodies were removed from the slurry using a 0.5 mm sieve. With high shear mixer into the slurry

A suspension of 13.5 grams of paraffin oil, 1.5 grams of Emulsogen M and 2 grams of Tensiofix 821 is added. Homogenization was carried out for 3 minutes. The resulting suspension has a CIPAC buoyancy of 92%. The solids had an average particle size of 97% under 5 µm.

EXAMPLE 6 300 grams of Wessalon is weighed into a liter of space space homogenizer, 4 grams of Triton X-15, 4 grams of Triton 45-45, 25 grams of Triton K-114 are added slowly to 266 grams of tridemorph. After starting the homogeneous mixing lambs, the tridemorphic solution is slowly drawn in for approx. Pour into a powder homogenizer for 4 minutes. With further mixing, the previously weighed 266 grams of carbendazim and 66 grams of metalaxyl are added over 10 minutes to the previously prepared powder mixture. To the homogenizer was added 30 grams of Netzer IS and 39 grams of sodium lignin sulfonate. After 2 minutes of post-homogenization, the powder mixture was ground in a laboratory air jet mill under 10 µm. The powder mixture has a buoyancy of 86% according to CIPAC, wetting! time 23 sec.

Example 7

Weigh 549.5 g of Wessalon into 1 porosity powder homogenizer

S. For 131 g of tridemorph, 3.3 g of Triton Χ-15, 26.4 g of Triton 114-114 and

3.3 g Triton Χ-45. Slow stirring to form a homogeneous solution. This solution is added to Wessalon S with slow stirring, and 175 g of carbendazim and 44 g of FAB 149 202 are added to the homogenizer with further stirring. After 5 minutes of homogenization, 25 g of Atlox 5320 and 37.5 g of Atlox 4862 are added and after a further 5 minutes, 10 g of Aerosil is added. The powder mixture is granulated in two portions in a laboratory granulator with water (using 66 ml water for 500 g powder mixture). The resulting granulate is dried at 60 ° C in an oven to constant weight. The granules have a particle size of 95% from 0.1 mm to 0.6 mm. The product obtained has a CIPAC buoyancy of 84%.

Example 8

575 g of Zeolex 414 were weighed into a carrier of a useful alpha-derived honiogenizer. In a separate vessel, stirring slowly, mix 133 g of tridemorphol, 314 g of Triton Χ-15, 3.4 g of Triton Χ-45 and 27.1 g of Triton Χ-114. A homogeneous solution is obtained which is added to the halogenates under constant stirring. After homogenization, 133 g of carbendazim and 33.3 g of benalaxil are added. The mixture was homogenized and then, with stirring, added 44.3 g of sucrose, 15 g of wetting agent (IS Hoechst) and 32.5 g of sodium lignin sulfonate. Further homogenization is carried out for 3 minutes.

The powder mixture is ground in an air jet mill to an average particle size of 10 µm. The resulting powder mixture had a CTPAC buoyancy of 87% and a wetting time of 18 seconds.

.9. example

648 g of Wessalon is weighed into a 1 volume volumetric laboratory porhoniogenizer. To 133 g of tridemorph, 2 g of Triton X-15 and 12.5 g of Triton Χ-114 are added with slow stirring. While stirring, the tridemorph solution is slowly poured into the powder homogenizer.

A further mixture of 133 g of Ca-bendazim, 15 g of (IS Hoechst) wetting agent, 33 g of metalaxyl and 19.5 g of sodium lignin sulfonate is then added with further stirring. After two minutes of homogenization, the powder mixture is ground in a laboratory air-jet mill to a particle size of less than 10 µm. The dust mixture has a buoyancy of 86% according to CIPAC and a wetting time of 23 seconds.

Example 10% by weight

agent 40.0 (for example, FOOT 149 202F + tridemorph + benomil 1: 4: 4 by weight mix) Emulsogenic T-40 4.0 Tween 20 0.5 Tween 80 0.5 Tween 40 1.0 silica 10.0 diatomaceous earth 10.0 dextran 22.0 Poly (ethylene glycol) 8.0 cyclohexanone 4.0

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Example 11

Sapogenat 8 Triton X-100

1.5

0.5 active ingredient (e.g. 1: 4: 4 by weight mixture of metalaxyl + aldimorph) Tween 80

Twelve silica gel kaolin weight

25.0 carbendazim

5.0

3.0

17.0

45.0 massX

c.) 70.0 of active ingredient (e.g. 1: 1.63: 2 by weight of a mixture of ofurea + dodemorph + thiabendazole) beta-cyclodextrin 4.0 dextran 3.0 polyethylene glycol 20 000 8.0 kaolin

9.0

EXAMPLE 12 Calcium Sodium Lignin Sulfonate Olein Methyltaurethane Silica Gel Kaolin Weight Compound (e.g. Oxadixil + Tridemorph + Weight Ratio)

25.0 mancozeb 1: 4: 4

5.0

5.0

20.0

45.0

Atlox 3300B Atlox 4861B Genapol X-50 Sapogenat 11 Tri tón X-100

1.0

0.5

2.0

2.0

0.5

Example 13 MassX Active Compound 20.0 (e. G. A 1: 4: 4 mixture of metalaxyl + aldimorph + zineb) zeolex 58.0 sucrose 4.0 diatomaceous earth 15.0

Triton X-15 0.25

Triton X-45 0.25

Tween 20 0.5 Sodium Lignin Sulfonate 1.0

Netzer IS 1.0

Example 14 MassX

the. ) active ingredient 85.0 (e.g. a 1: 5: 6 by weight mixture of metalaxyl + dodemorph + thiabenzene) beta-cyclodextrin 4.0 dextran 5.0

Atlox 3300B 2.0

Genapol C-050 2.0

Ge napol 0-100 1.0

Triton X-45 0.5

TWEEN 20 0.5

b. ) active ingredient 75.0 (e.g. 1: 2.5: 3 by weight mixture of benalaxyl + dodemorph + thiabendazole) beta-cyclodextrin dextran kaolin

Al.lox 4861R Arkopal 23 Genapol T-050

8.0

5.0

5.0

3.0

1.0

1.0

e. ) active ingredient 10.0 (e.g. 1: 1.63: 2 by weight of a mixture of ofurea + dodemorph + thiabendazole) beta-cyclodextrin 12.0 dextran 15.0 polyethylene glycol 20,000 15.0 kaolin 50.0

Atlox 3300B 1.0

Atlox 4861B 0.5

Arcopal 23 0.5

Genapol T-050 2.0

Sapogenat 11 2.0

Triton X-45 0.5

Triton X-100 0.5

TWEEN 20 1.0

f. ) active ingredient 5.0 (e.g., a 1: 3: 4 by weight mixture of metalaxyl + phenpropimorph + benouil) böto-eicodextrin 20.0 dextran 35.0 polyethylene glycol 20,000 5.0 diatomaceous earth 8.0 kaolin 24.0

Atlox 3300B 0.5

Genapol C-050 1.0

Genapol 0-100 1.0

Sapogenat 11 0.3

Triton X-100 0.2

Example 15 Active ingredient 0.2 beta-cyclodextrin 0.8 dextran 0.5 diluent:

vegetable material containing at least 30% of cellulosic material (straw, bristles, sawdust, stalk, nigger, rosin) 97.5

Pfeirer's salt mixture 0.5 Biogas r-adah il k k π yag (glue, plant-based glue) 0.5

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HU 198825 Β

The solid product is to be formulated for the intended use (tablet, disk, ball, plate, container, etc.). Preferably, the active compounds are formulated in a formulation according to Example 14, variant a, h or c, with suitable diluents. The amount of dextrene to be used may be varied according to the form of the serum.

Excipients and fillers used:

the. ) Surfactants (wetting agents and emulsifiers) ¹⁵

Tensilin FN 80 (Cutrilin): alkylaryl polyglycol ether;

Triton X-15, X-45, X-114 (Rohm and Haas):

octylphenol polyglycol ether; 20

Tensiofix CG 21, B 7425 (Tensia): alkyl aralkyl sulfonates and phosphates and esters and mixtures of nonionic surfactants;

Emulsogen M, Genapol (Hoechst): Fatty- ₂ -alcohol polyglycol ethers;

Atlox 5320 (Atlas ICI): nonionic surfactant;

Netzer IS (Hoechst): dialkyl sulfosuccinate. 30

Tween 20: Polyoxyethylene (20) sorbitan monolaurate

Tween 40: Polyoxyethylene (20) sorbitan monopalmitate.

Tween 80: Polyoxyethylene (20) sorbitan 35

monooleate

Arkopal (Hoechst): nonyl phenol polyglycol ether

Sapogenat (Hoechst): Tributyl phenol polyglycol ether 40

b. Dispersants

Sodium ligninsulfonate;

Atlox 4862: formaldehyde condensate of alkyl arylsulfonates.

c. ) Antifreeze

Ethylene glycol 50

d. Fillers and carriers

Wessalon S (Degussa): synthetic silica; ₅₅

Aerosil 300 (Degussa): silica with high specific surface area;

dextran

saccharose

Zeolex 414 (Zeofin): Sodium aluminum pCI

silicate

Paraffin oil silica gel kaolin diatomaceous earth

e.) Antifouling

Tensiofix 821 (Tensia): synthetic polysaccharide

The names used in the Examples of Formulations refer to the following compositions or commercial formulations.

Galben 25 WP:

Kolfugo 25 FW:

C.lixin 75 F, C:

Kolfug Extra:

Quinolate V-4-X

About 35 DS:

CHINOIN Fudazol 50 WP:

Ridomil 25 WP:

Pitbane M-45:

Falimorph: 75

Porbei 75 EC:

Agroeit:

Ridomil PLUS 50 WP:

LöniegX Benalaxil Wettable Powder Formulation (manufactured by Montedison) is a suspoemulsion formulation containing by weight carbendazim halide (manufactured by Chinoin)

l.wt% tridemorph active ingredient. emulsion concentrate (manufactured by BASF) containing by weight of carbendazim cold preparation (manufactured by Chinoin) by weight of carhoxine [2,3-dihydro-6-methyl-5-carboxanilido-1,4-oxatin (5,6)] and 15% by weight copper oxoquinolate active ingredient powder formulation. (Budapest Chemical Works).

weight% metalaxyl active ingredient formulation (manufactured by Ciba-Geigy) weight% metalaxyl active ingredient wettable powder formulation (manufactured by Chinoin) weight% metalaxyl active ingredient wettable powder formulation (manufactured by Ciba-Geigy) looseX macozeb active ingredient powder (manufactured by Riba) % aldimorph active ingredient formulation (manufactured by Faliina NDK) active ingredient emulsion concentrate (manufactured by Maag SA) massX beryomyl active ingredient formulation (manufactured by Chinoin) wt% metalaxyl + 35 l% wt% copper oxychloride in t chisel powder (Manufacturer: Sandoz)

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HU 198825 Β

Sandofari 7: Preparation of 10 wt.% Oxadixil and 50 wt.% Zineb (manufactured by »: Randozl

Curzate Super C7: 4 mg x cymoxanyl [2-cyano-N- (allyl-aninocarbonyl) methoxyiminoacetamide] and 12 wt% zineb and 29 wt% copper oxychloride (manufactured by Peremarton Chemical Company)

Mika 75 WP: 50 wt.% Ephosite Al [Aluminium Ethyl Phosphonate] and 25 wt.% Folpet [N- (trichloromethylthio) phthalimide] wettable powder formulation (manufactured by Borsodi Chemical

Combine)

Example 16

Grateful for the sunflower mite

Three-day-old sunflower sprouts dtelianthus annuus L. cv. GK-70) were infected with a zoospore suspension of Plasmopara halstedii (5.2 x 10 ⁵ cells / ml) such that they are floated in the inoculum for 16 hours at 17 ± 1 ° C. Subsequently, the infected chickens were treated by immersion (for 18 hours) in an appropriate concentration of the test drug or mixture (formulation of Example 10) in an appropriate concentration and seeded in sterile soil (5 plants per pot). The plants were grown in the greenhouse until the symptoms appeared.

The effect of the test substances on the severity of the disease was assessed individually 8 and 16 days after implantation and 16 days after infection, respectively. Accordingly, the activity against downy mildew was characterized by three parameters: inhibition of dwarfing of infected plants (the most common symptom of sunflower downy mildew) (A), inhibition of systemic spread of the pathogen (B), propngul untainpus of the pathogenic fungus (C). Experimental results were expressed as% of untreated control, and EDw (mg / L) values were calculated for each compound to characterize the curative or antifungal activity of each compound.

Determination of the degree of inhibition of dandruff (A). Eight days after planting, we measured the height of the plants above the ground and calculated the anti-dandruff effect of the treatment according to the following formula:

X - Cz

RSX = -x 100

Ci - Cz where RS = reduction (inhibition) of turbidity; X - height of the test plant (mm); Cl = height of uninfected control (mm); Cz = height (in mm) of infected control plants (untreated).

To determine the characteristic value of the systemic inhibition of the pathogen (B). 16 days after planting, 1-1 cm pieces were cut from the cotyledon (epicotyl) of the stems of the examined plants and microscopically! examination confirmed the presence of the pathogen. Individuals with typical disease symptoms (leaf chlorosis) were considered infected without separate examination. This multifunctional analogue has a curative effect in the field, as after treatment, the infected plants do not show typical disease symptoms.

Determine the efficiency (C) of eradikat.lv. 16 days after planting, 1-1 cm pieces were cut from the lower part of the lipocotyl of the test plants (approx. Soil level Leu) and microscopically! we confirmed that the pathogen was present. Typical inbred specimens in u La Lake individuals (sporulation on leaflets or leaf chlorosis) were considered infected without separate examination. For the purpose of characterizing the effects of compounds which are able to control pathogens (seed borne) and persistent and infectious (soil borne) pathogens, this latest indicator is considered to be the most suitable.

The results obtained are shown in Table I. Table.

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HU 198825 R

f. Fish Phenomyl, Tridyllor, I.AR 149 202F, and Mixtures thereof, for the control of germinal infestation by sunflower germ.

V ί 7, S g í ί 1 t humor ethers number agent Active Ingredients Törpülésgátlás Curative effect Eradication effect The weight ratio (THE) (Bl (C) First tridemorph - phytoLoxic ¹ > 500 > 500 Second henpmil - > 500 > 500 > 500 Third FOOT 149 202F - 0:29 3:03 19:08 4th tridemorph + grow into il 1: 1 phytoLoxic ¹ > 500 > 500 5th tridemorph ' + FOOT 149 202F 4: 1 0:13 2.84 16.86 6th tridemorph + be no mii + LAB 149 202F 4: 4: 1 0:06 1.76 6:55

1) Due to the high degree of damage to the treated plants, the treatments could not be reliably evaluated at a dose corresponding to the presumed ED 50 value (> 1000 mg / L).

Example 17

Effect against sunflower peroriospola

Were infected three days sunflower embryos (Helianthus annuus L. cv. GK-70) the P. halstedii zoospore suspension (5.2 χ 10 ⁵ cells / ml) such that floated them in the inoculum for 16 hours at 17 ± 1 ° C, then they were planted in sterile soil (4-4 plants per rotation). Plants were grown in a greenhouse and sprayed with an aqueous suspension or emulsion of the test compounds in Example 10 16 days after planting, ^4.4 days after planting, when the first chlorotic 1 * - spot spots appeared. During treatment, the concentration of benalaxil applied was uniformly 50 mg / L in the spray liquid, while the concentration of the other active substances varied according to the desired ratio. The plants are sprayed until draining, one hour before sunset. ⁵⁰

The effect of the treatment was evaluated 7 days after spraying. Plants were placed overnight in a humid chamber (18 + 1 ° C) and the degree of sporulation on the cotyledons was evaluated. The following scale was used for evaluation: 0 = no sporulation observed; 1 = less than 1/4 of leaf surface covered; 2 = 1/4 and 3/4 of the leaf surface covered; 3 = more than 3/4 of leaf surface but not fully covered; 4 = entire leaf area covered with conidium lawn. The extent of coverage was characterized by the McKinney value from the measurement results, and the percent inhibition relative to untreated control was calculated from the following formula:

MVfc - Xi

100 x - = Inhibition%

MVfc where MVk = McKinney value representing sporulation intensity of untreated control,

Xi = McKinnes value of sporulation intensity measured after treatment with .i '.

The results are shown in Table II. See Table 1.

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II. spreadsheet

Effect of Benalaxyl, Carbendazim and TridemorC and Their Blends on Sporulation of P. halstedii

agent (Preparation) authorities material conc. mg / 1 Sporu- Effects- or fibrillation inhibition % increase% (N-l) · First benalaxil (Galben 25 WP) 50 58.00 Second carbendazine (Kolfugo 25 FW) 200 0 - Third tridemorph (Calixin 75 EC) 150 0 Tridemorph 4 (Calixin 75 EC) 200 * » 0 5th 2 + 3 0 - 6th 2 + 4 0 '- 7th 1 + 3 62.98 4.98 8th benalaxyl tridemorph 50 200 75.40 17:40 9th benalaxyl tridemorph carbendazim 50 200 200 82.79 24.79

+ N = serial number of the appropriate treatment (difference to treatment with Galben 25 WP).

++ = phytotoxic (leaf scorch)

Example 18

Seed dressing for germination of soilborne pests (Pythium, Fusarium, Rhizoctonia) on peas. disinfected and treated with an appropriate amount of the active ingredient or mixture thereof in the composition of Example 51. [Wettable formulations also contain Tween 80 to increase adhesion.] The seed dressed is seeded in infected soil and evaluated 14 days after emergence to determine the effectiveness of seed dressing.

Effectiveness, calculated using the following formula Infections of treated plants% Effectiveness = 100 - ————————— χ Infections of 100 control plants%

The results are shown in ΓΙΙ. See Table 1.

III. spreadsheet

agent concentration in g active ingredient / kg seed efficiency metalaxyl + 0.125 + 79 aldimorph 0:50 carbendazim 0:50 0 metalaxyl + 0.125 + 92 aldimorph + 0.50 + carbendazim 0:50 propineb 1.5 0 metalaxyl + 0:25 63 tridemorph 1.0 metalaxil 0.125+ 91 tridemorph 0.5+ propineb 0.7 benomyl 2:50 28 FOOT 149 202F + 0.5+ 67 aldimorph 2.0 FOOT 149 202F + 0.5+ 82 aldimorph + 1.0+ benomyl 1.0 Thiophanate-methyl 1.5 8 oxadixil + 0.25+ 65 aldimorph 1:25 oxadixil + 0125 87 aldimorph + 0625 Thiophanate-methyl 0625

It IS. example

Protective effect against Phytophthora in tomatoes

The active compounds or their mixture were suspended in water as a spray powder and sprayed at the indicated concentrations on 4 leaf tomato plants (Solanum lycopersicum of the Tamina variety). After the spray had dried, the plants were inoculated with a zoospora suspension. After inoculation, the plants were kept in a humid chamber at 16-18 ° C for one day and then at 20 ° C under normal light conditions for 5 days. Based on the extent of the typical leaf spots formed, the extent of infection was determined.

The efficiency was calculated as in Example 18.

The results are shown in Table IV. See Table 1.

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2P

Table IV

agent concentration of active ingredient mg / l times fonna example efficiency metalaxyl + 0:05 13 17 aldimorph 0.2 zineb 0.2 13 10 metalaxyl + 0.05 + 13 55 aldimorph + 0.2 + zineb 0.2 propineb 30 12 27 metalaxil 6.0+ 12 62 tridemorph 24 metalaxil 2.0+ 12 88 tridemorph 8.0+ propineb 20.0 maneb 10 12 40 mancozeb 10 12 25 oxadixyl 2+ 12 47 tridemorph 8 oxadixyl 2+ 12 45 mancozeh 8 oxadixyl 2+ 12 65 maneb 8 oxadixyl 1+ 12 78 tridemorph 4+ maneb 4 oxadixyl 1+ 12 65 tridemorph 4+ mancozeb 4 metiram 5.0 12 20 FOOT 149 202F 1.0+ 12 54 tridemorph 4.0 FOOT 149 202F 0.8+ 12 28 metiram 5.0 FOOT 149 202F 0.5+ 12 68 tridemorph 2.0+ metiram 3.0 policarbazin 10 12 28 oxadixil + 2.5+ 12 51 aldimorph + 7.5 oxadixil + 1.0+ 12 67 aldimorph + 3.0+ policarbazin 5.0

agent concentration of active ingredient mg / l szerionná example efficiency mancozeb 30 12 42 furalaxil + 10+ 12 53 dodemorph 20 furalaxil + 3+ 12 64 dodemorph + 6+ mancozeb 18

Example 20

Investigation of effects on colonization of Oomycetes species with different metalaxyl sensitivity

The test organisms were grown in 90-mm-diameter Petri dishes on green pea juice medium, and 7-mm-diameter micolium discs cut from the edges of the 6-day cultures were used as inoculum below.

The fungicides to be assayed were mixed with an appropriate amount of the fungicides to be assayed in agarized green peas prior to plate casting and inoculated into Petri dishes with 3 to 3 mycelial discs 4 hours after plating.

After an hour of incubation, the diameter of the colonies was measured. Growth inhibition was expressed as a percentage of untreated control using the formula:

Xy - 7

100 - (100 x) =% inhibition,

XiContr -7 where Xy = the telepathic maturity of the given species in the plate containing the compound J (or combinations thereof),

Xcontr = the colonial diameter of the given species of i.p. on non-xenobiotic media.

The data were analyzed by analysis of variance, and the results are presented in Table V. are summarized in Table.

Table V Effect of the combination of trideform + carbendazine + acylamide derivative on the increase in the diameter of phytophthora species with various metulaxyl sensitivity.

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Table 17

agent concentration rationality mg / 1 Phythophthora species humid itica metalaxil 2.6 50 trideniorf 1.0+ 22.2 carbendazim 1.0 tridemorph 1.0+ 81.6 carbendazim 1.0+ RE 26745 0:25 tridemorph 1.0+ 73.7 carbendazim 1.0+ ofurace 0:25 trideniorf 1.0+ 33.3 carbendazim 1.0+ Cyproruram 0:25 metalaxil M / 1 9:27 sensitivity EDso mg / b 2:59

Example 21

Protection of cucumbers against powdery mildew and powdery mildew.

In case of the coexistence of powdery mildew (Sphaerotheca fuliginae and Erysiphe cichoracearum), (Ascoinycetes, Erysiphales) and downy mildew (Pseudoperonospora cubensis, Oomycetes, Peronosporales), the leaf surface of the cucumber plants is severely damaged,

By treating the composition of the invention, populations of all three pathogens can be successfully suppressed. The leaves of the treated plants were counted on the evolved colonies on day 5 post-treatment and expressed as a percentage of untreated control.

The results are shown in Table VI. table.

agent gold organizations ion example left / j material con- cent- rationality mg / 1 infection inhibition% 1. benalaxil 10 10 32 2. tridemorph 10 10 55 3. benomil 10 10 26 4. 1 + 2 (9:11) 10 10 61 5. 1 + 3 (9:10) 10 10 21 6. 2 + 3 (11:10) 10 10 16 7. 1 + 2 + 3 (9:10:11) 10 10 72

Pellia 22

Corn dressing tests

The maize seed used for laboratory tests shall be free from Fusariutn spp. infestation was 29.5% and total infestation was 100% ("virtually unsuitable for sowing").

4 x 100 seeds per treatment were evaluated after incubation on Papavizas medium.

The effect of the triple combinations according to the invention was compared to the most effective and highest dose of Kolfugo Extra (20% carbendazim) + Quinolate V-4-X [2.0 l / t + + 1.0 kg / t] authorized in Hungary in the experiments. .

The results are shown in Table VII. See Table 1.

23 HU 198825 B VII. spreadsheet 24 drugs gold by form preparation infection example dose in g / kg % tridemorph + carbendazim + FOOT 149 202 4: 4: 1 1 2.0 0:25 tridemorph + carbendazim + FOOT 149 202 3: 4: 1 7 2.0 0.75 tridemorph + carbendazim + benalaxyl 4: 4: 1 8 2.3 0:00 tridemorph + carbendazim + benalaxyl 3: 4: 1 4 2.8 0:25 tridemorph + carbendazim + metalaxyl 4: 4: 1 9 2.3 0.5 tridemorph + carbeadazim + metalaxyl 3: 4: 1 5 2.8 1.0 Kolfugo Extra + 2.0+ 0 Quinolate V-4-X 1.0 internal contamination 0 29.5 external contamination 0 100.0

Example 23 40 Characteristics measured in small-plot studies: Soybean dressing tests 1.) number of plants: first real complex leaf age (19th. The effectiveness of each treatment is day) 2-3 leaf age- per treatment 2 x 100 db core 45 in pathogen composition, infestations

and evaluated in the open field in small-plot studies (R = 4, random block, plot size = 2 m ² , 200 seeds / 2 m ² ).

2.) Crop yield per plot The results are shown in Table VIII. Table.

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VIII. spreadsheet

com honeymoon gold by form example dose g / kg infected, number of seeds (dh) yield kg / 2 m ² ref. % Li'iilemorf karbendazini FOOT 14,202 4: 4: 1 1 2.0 5.5 2:15 108.6 tridemorph karbendazini I, AB 149 202 3: 4: 1 7 2.0 1.5 2:18 110.1 tridemorph karbendazini benalaxyl 4: 4: 1 8 2.3 2.5 2.3 116.2 tridemorph carbendazim benalaxyl 3: 4: 1 4 2.8 1.0 2:45 123.8 tridemorph carbendazim metalaxil 4: 4: 1 9 2.3 1.0 2:05 103.5 tridemorph carbendazim metalaxil 3: 4: 1 5 2.8 3.5 2:18 110.1 About 35DS 1.0 16 2:30 102.5 Kolfugo 25 FW 2.3 ll 2:07 104.5 Untreated control 76.5 1.98 100.0

Example 24

Investigating the possibility of controlling complex populations that have become resistant to tar get fungids in the field of pathogens causing seedlings

In seedlings, especially in palar beds, soils are easily infested with distant systematic pathogens, which can be suppressed by a high-potency fungicide, but in such cases the species insensitive to the compound may explode. However, broad-spectrum compounds are highly toxic to the environment and to humans and, therefore, in cases where green plant parts or fruits are consumed, and in the plant part consumed, are toxic compounds (eg mercury, tin, aluminum) or carcinogenic nietabolite ( (eg ETU) accumulation cannot be excluded, the use of these compounds should also be excluded.

However, some of the target organisms (plant pathogens) are rapidly resistant to highly effective super-selective, environmentally and human-friendly fungicides (eg carbendazin, metalaxyl). There are genetic causes for this resistance, and the pathogen population also includes individuals that carry genes in their nuclei that cause a significant decrease in susceptibility to fungicides, and individuals with such genes multiply rapidly in the population when the fungicide is used. Fungicide replacement based on the simple negative cross-resistance phenomenon does not solve the problem of combating damage as populations of rock-causing fungi under natural conditions are

PO are heterogeneous, and under conditions where the pathogen fungi proliferate, infection is favorable (eg in seedling bed soil), the original type is rapidly reproducing. So a complex defense is needed.

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The following table presents a model experiment demonstrating that pathogenic associations of individuals with significantly different fungicidal susceptibility can be successfully suppressed by an appropriate synergistically coagulant it can save costs (compounds alone should be used 10-200 times more), it can even significantly reduce the pesticide burden on the environment (5-6 times higher weight of active compound mixture should be used, same efficiency achieve.)

Experiments:

By somatic hybridization [Molnár et al. (1985) Exp. Myeol. .9, 326-333] and spori5 lori mutants by mass selection [Oros (1986): νίΚ ¹ * Symposium of Syst. fungicides and antifungal comp., April 27-May 03. 1986, Reinhardsbrunn, DDR (Abstr.)] Were prepared for the extremely different fungicidal susceptibility strains of F. oxysporum and Ph. Parasitica.

The Goui inoculum was measured on agar plates. It was characterized by inhibition of the growth of telepathology, as was the practice in plant protection products. An acetone solution of the active compounds was mixed into the culture medium before casting, and the plates were inoculated with mycelial pieces of Lest organisms and after 48 hours incubation, the diameter of the ki20 female colonies was measured. Inhibition was expressed as a percentage of untreated control.

Because population survival is always determined by the most resistant member against any damaging factor, it is on this basis that we decide which active ingredient or combination of drugs is most effective. (see No '/ No ⁷ )

IX. spreadsheet

Ftisarium oxysporum f.sp. lycopersici and Phytophtora parasitica * potential to suppress populations of different fungicide susceptible individuals when co-occurring in tomato ·

mushroom species inhibition (ED50 mg / l) Woman Compound Gold F. oxysporum benomil is a mixture of sensitive and resistant individuals Ph. Parasitica is a mixture of metalaxyl sensitive and resistant individuals Values that determine system behavior when co-occurring “ NcA / No ⁷ First Second Third 4th 5th 7th First carbendazim 42.7 125 12.5 Second tr ide morph 86.6 518 51.8 Third metalaxi) 2000 4.2 200.0 4th 1 + 2 1: 1 8.1 105 10.5 5th 1 + 3 4: 1 57.2 16.0 5.7 6th 2 + 3 4: 1 117 9:05 11.7 7th 1 + 2 + 3 4: 4: 1 8.9 10:07 1.0

* - Individuals with different susceptibility to goose polys are understood to be individuals with different susceptibilities to benzimidazole in the case of F. oxysporum and in the case of Ph. Parasitica to the fungicides, respectively.

** - Underline the data collected in column 6 which is the given compound. or the sensitivity of the mixture.

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Example 25

Treatment of Tulip Bulbs Fyotrytis tulipae (Lib.) Lind, Fyotrytis cinerea Pers. Ex Fr. and Fusarium sp. against

Tulip bulbs were immersed in a properly prepared solution of goinicides prior to transplanting. The effect was assessed by the microscope examination of bulbs at the time of flowering at the time of the occurrence of the disease (leaf spots, haemorrhage) and at harvest.

The results are shown in Table X overleaf.

Table X.

agent (Composition) Active ingredient concentration mg / l organization form example Infection of the examined bulbs Healthy onions sp. altogether (%) R.tulipae % R. cinere a Fusarium 1. benomil 300 91 32 11 7 (CHINOIN Fu ridazol) 2. benalaxil 300 86 35 22 8 (Galben 25WP) 3, fenpropimorph 300 41 28 19 40 (Corbel 75EC) 4. tridemorph 300 74 26 21 16 (Calixin 75EC) 5. 1 + 2 + 4 (4: 1: 3) 200 10 39 11 7 56 300 ll 2 3 86 6. 1 + 2 + 3 (4: 1: 3) 200 10 35 3 59 300 11 0 1 89 untreated 94 34 20 3

Example 26 xj, Table

Potato treatment against Phytophthora infestans and Alternaria solani Potato plants were sprayed with a suitably prepared solution of fungicides (850 L / ha) at the first leaf symptoms when the first leaf symptoms appeared. 40 45 agent (Composition) authorities material concentration rationality q / hl organizations form example Efficiency (%) spray) as usual (parcel size 5 x 2.5m). 6 days after the second treatment, the symptoms 50 1. metalaxil (Ridoinil 25WP) 2. mancozeb 2 x 200 2 x 200 48 61 was evaluated and calculated using the formula described in Example 18. The results are shown in Table XI. See Table 1. 55 (Dithane M-45) Tridemorph 3 (Calixin 75EC) 4. 1 + 2 + 3 (1: 5: 2) 2 x 200 2 x 200 10 5 90

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XIII. spreadsheet

Example 27

Treatment of plums Monilia sp. against

The fruitful plums (Prurius domestica) were sprayed three times with a well-prepared solution of gonadicides (850 L / ha) until the flowering was completed. The effect was evaluated on the basis of the fleshiness of the fruits.

The results are shown in Table XII. See Table II.

XII. spreadsheet

Treatment authorities material concentration rationality g / hl organizations form example efficiency (%) 1. aldimorph 20 28 (Falimorph) 40 65 2. benomil 20 44 (Chinoin fundazol) 40. 78 3. lienalaxil 20 5 (Gálbéri 25WP) 40 24 4. mancozeb 20 48 (Dit.hane M-45) 40 70 5. 1 + 3 + 2 (7: 3: 5) 20 10 57 40 91 6. 1 + 3 + 4 (4: 1: 5) 20 10 64 40 95

The combinations may also provide effective protection against Fusicladium carpophilum, Gnomonia evythrostomata, Phloeosporella padi, Phyllactinia tridactyla, Polyst.igmina rubrum.

active ingredient (preparation) acting material concentration rationality <I / hl organizations form example Total healthy onions (%) Efficiency% 1. benomil (Chinoin Fundazol) 300 60 37.0 2. meLalaxil (Aprori 35) 300 40 6.0 3, Phenopropimorph (Col. 75EC) 300 48 18.0 4th (1: 1: 2) 200 10 90 1 + 2 + 3 84.0 500 10 94 91.0

2.1. example

Treatment of onions against Fusarium oxysporum.

The seed bulbs (Allium cepa cv Makó bronze) were dressed with a ready-made solution of the gonial killer composition of Example 10 before planting. The effect was evaluated 30 days after transplantation based on the incidence of disease symptoms. Onion plants which did not show symptoms of leaf clotting were considered healthy.

The results are reported in XIV. See Table 1.

Example 28

Treatment of onions against Fusarium oxisporum

Downy bulbs (Allium cepa cv Makó bronze) were immersed in a properly prepared fungicide solution before transplanting. After harvest, the gratitude was assessed by microscopic examination of the bulbs. Efficacy was calculated as in Example 18. The results are shown in Table XIII. Iá hlá za t.han is me r Let, yo..

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XIV. spreadsheet

agent authorities material concentration rationality g / t Efficiency% efficiency increase% Ú 1. benomil 850 60 2. benalaxil 850 15 3. metalaxyl 850 8 4. ofurace 850 0 5. RE 26745 850 0 6. ciprofuram 850 0 7. oxadixil 850 4 8. furalaxil 850 0 9. tridemorph 850 19 10. 1 + 2 + 9 (24:10:15) 850 100 + 40% 11. 1 + 2 + 9 (10: 9: 11) 850 87 + 27% 12. 1 + 3 + 9 (4: 1: 4) 850 91 + 31% 13. 1 + 4 + 9 (48:25:35) 850 76 + 16% 14. 1 + 5 + 9 (16: 5: 15) 850 100 + 40% 15. 1 + 6 + 9 (48:25:35) 850 82 + 22% 16. 1 + 7 + 9 (8: 5: 5) 850 72 + 12% 17. 1 + 8 + 9 (4: 1: 4) 850 75 + 15% 18. Quinolate V-4-X 400 + Agrocit 400 + Dithane M-45 400 82

*

According to HORSFALL, evaluated for the most effective treatment. [HORSFALL, J. G. and DIMOND, A. E. (1941): The role of dose-response curve in the evaluation of fungicides. Connecticut Experimental Station Bulletin, 451. 635-667.]

Example 30

Treatment of cucumber against Pseudoperoriospora cubensis

The orchard was first sprayed at the onset of disease symptoms (Pseudoperonospora infection), and then repeated with conventional fungicide solution of Example 10 (850 L / ha spray) as the epidemic developed. Gratitude was evaluated based on the development of infection. We counted the number of leaves appearing on 20-20 newly developing leaves, and report the result in the least number of colonies per letter. The efficacy of the treatments was calculated as described in Example 18.

The results are reported in XV. See Table 1.

XV. spreadsheet

Treatment dose g / ha Full- baker number effec- Paper of pany % efficiency increase% according to HORSFAI.b 1. tridemorph 750 a, b > 100 - 2. Allimorph 750 a, l. > 100 - 3. benomil 750 b > 100 - 4. benalaxil 400 b 48-60 42-60 5. metalaxyl 400 b 32-56 47-73 fi. oxadixyl 400 I) 55-90 25-54 7. mancozeb 700 b 27-41 66-78 8. Ridomil Plus 2x ⁿ 11-25 79-91 22-18 Curzate Super lx ^c Mikal lx ^c Ridomil Plus 1x ^d > 100 0-5 - 9. Sandofan MZ 2x5 14-33 73-88 48-34 Curzate Super lx ^c Mikal 1 x ^c Ridomil Plus 1 x ^c > 100 0-8 - 10. 1 + 3 + 4 (10: 11: 9) 2x400 0-6 95-100 53-40 + 2x400 + 1x400 0-5 96-100 54-40 11. 2 + 3 + 5 (3: 4: 1); 2x400 9-17 86-93 29-20 + 2x400 1x400 7-19 84-94 27-21 12. 1 + 6 + 7 (3: 1: 7) 2x400 6-18 85-95 19-17 + 2x400 + 1x400 9-24 80-93 14-15 13.8+ (1 + 2 + 3) 1x400 e 14-26 78-88 31-15 14. 9+ (1 + 2 + 3) 1x400 e 12-26 78-90 12-12

Phytotoxic. b Because they were apparently effective after the first treatment as. combinations, so we did not continue this part of the experiment to spice up the plantation. c At the dosage recommended by the manufacturers, d The weather was very favorable for the propagation of the pathogen and the plant population was virtually destroyed 6 days after treatment due to severe infection.

e In order to save the plantation, the last treatment, according to the invention, proved to be the most effective, instead of Ridomil Plus.

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XVII. spreadsheet

Example 31

Effect of Ofurace, tridemorph, benomil and their combination on the sporulation of Plasmopara halsLedii.

The eight-day-old sunflower plants infected with the germinator (Helianthus annuus cv GK-70) were sprayed with an aqueous solution of the fungicides according to Example 10 until draining and placed in a humid chamber after drying of the spray juice. Sporulation rate and treatment efficiency OROS and VIRÁNYI (1987): Ann. appl. Bioi., 110. 53-63. evaluated or calculated.

The results are reported in XVI. See Table 1.

XVI. spreadsheet

agent authorities material concentration rationality mg / 1 Inhibition of sporulation% Increased efficiency% HORSFALL by 1. benomil 500 25 - 2. tridemorph 100 17 - 3. benalaxil 100 13 - 4. ofurace 100 21 - 5. 1 + 2 + 3 (11: 10: 9) 100 36 23a + 6. 1 + 2 + 3 (24:15:10) 100 45 +32 7. 1 + 2 + 4 (48:35:25) 100 40 + 19

Example 32

Treatment of Benoinyl Resistant Wheat Flour

The leaves of the wheat plants were inoculated with the conidia of the fungus Erysiphe graminis on the 7th day after emergence and then sprayed with a suitably prepared aqueous side of the pesticides (Example 10) 24 hours later.

On the 3rd day after the appearance of colonies, sporulating colonies developed on each leaf were counted and expressed as% inhibition relative to untreated control.

The results can be found in the XVTI. See Table 1.

agent drug concentrate traale mg / l dam- MEMORANDUM % Fish increase (%) THE* B " 1. benalaxil 100 0 - - 500 22 - - 2. tridemorph 10 15 15 31 - - 25 52 - - 50 85 - - 100 96 - - 3. benomil 10 25 - 25 32 - - 50 52 - - 100 71 - - 4. carbene often in 10 18 - - 25 30 - - 50 38 - - 100 51 - - 5. 1 + 2 + 3 (9:10:11) 10 49 +24 25 68 - + 16 50 88 +30 + 3 100 98 + 2 6. 1 + 2 + 3 (10:15:24) 10 25 - - 25 40 - - 50 67 + 5 -15 7. 1 + 2 + 4 (1: 4: 5) 25 62 + 11 + 10

By * = COLBY

It ** = According to HORSFALL

Example 33

Treatment of Benomil-Sensitive Bipolar Dust

The leaves of the wheat plants were inoculated with the conidia of the fungus Erysiphe graminis on the 7th day after emergence, and then sprayed 24 hours later with a properly prepared aqueous solution of the pesticides (Example 10).

On the 3rd day after the appearance of colonies, the sporulating colonies developed on each leaf were counted and expressed as% inhibition compared to untreated control.

The results were published in XVIII. See Table 1.

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XVIII. spreadsheet

XIX. spreadsheet

agent authorities material con- cent- rationality mg / first Barrier- Effect Growth IX) MEMORANDUM % THE* B 1. benalaxil 100 0 - - 1000 30 - - 2. fenpropi- morph 5 69 - - 10 85 - - 25 91 - - 3. tiaben- imidazole 10 4 - - 25 21 - - 4. benomil 5 20 - 10 52 - - 25 80 - - 5. 1 + 2 + 3 (1: 5: 3) 10 94 + 25 + 25 25 99 + 8 + 4 6. 1 + 2 + 4 (1: 5: 6) 10 94 +20 + 25 25 100 + 6 + 9

By * = COLBY,

B ** = According to HORSFALL.

Example 34

Treatment of Juniperus communis} cuttings

The juniper sprouts were dipped in the properly prepared plant protection solutions of the composition of Example 14 immediately before they were planted.

The efficacy of the treatments was evaluated at the onset of disease symptoms. About diseased plants Fusarium sp. and Pythium sp. we managed to isolate pathogens. Subjects that were well rooted were considered healthy and the efficacy of treatments was calculated as described in Example 18.

The results were published in XIX. See Table 1.

agent authorities material con- cent- rationality) mg / 1 Efficiency% Haints increase *% 1. metalaxyl 2000 58 - 2. fenpropimorph 2000 16 3. dodemorph 2000 5 - 4. benomil 2000 32 - 5. thiabendazole 2000 17 6. 1 + 2 + 4 16:19:25) Í14.b. example) 2000 89 + 31% 7. 1 + 3 + 5 11: 5: 6) Í14.a. example) 2000 74 + 16%

* = According to HORSFALL

Example 35

Effect of a mixture of Dodemorph, Liabcndazol and ofurace on tomato seedlings

Prior to transplanting, the tomato seedlings were transplanted into sterile paper (solid diluent) with sterile soil of the plant bed planted with the plant protection products of Example 14c. Three weeks after hatching, the condition of the plantation was assessed for pathological conditions. The affected plants were Fusarim sp., VerLicillium sp., Pythium sp. and Xanthoinonas vesicatoria.

The efficacy of the treatments was calculated as described in Example 18.

The results are presented in XX. See Table 1.

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XX. spreadsheet.

agent authorities material concentration rationality g / kg solid diluent Efficiency% Effect Increase *% 1. ofurace 2 15 - 2. dodemorph 2 45 - 3. tiaben- imidazole 2 37 - 4. 1 + 2 + 3 (3: 5: 6) 2 93 + 48%

* = According to HORSFALL

Example 36

Effect of a mixture of dodemorph, thiabendazole and olive on tomato seeds

The tomato seeds * were wet-dressed in 14e. with suitably formulated aqueous suspensions of plant protection products. Five weeks after sowing, we evaluated the condition of the plantation for pathological conditions. The diseased plants were isolated from Fusarium sp., Phytophthora sp., Corynebacterium michiganense and Xanthomonas vesicatoria.

The efficacy of the treatments was calculated as described in Example 17.

The results are presented in the XXI. See Table 1.

* = Corynebacterium michiganense and Xanthomonas vesicatoria were cultivated from seeds.

** = HORSFALl. '** = Phytotoxic

Example 37

Effect of a mixture of benalaxyl, dodemorph and thiabendazole on pineapple seedlings.

Pineapple cuttings are described in Section 14.a. of the composition of Example 1 are placed in paper cups (solid diluent) suitably treated. After planting, kills. hel, we evaluated the condition of the seedlings from a pathological point of view. About the plants of the disease.Lt Nigrospora sp., Phytophthora sp.,

Thiefaviopsis sp. and Fusarium sp. we have succeeded in isolating pathogens.

The efficacy of the treatments was calculated using the niodon described in Example 18.

The results are shown in Table XXII. in table is25 dare to bet.

ΧΧΠ. spreadsheet

agent authorities material concentration rationality g / kg solid diluent Efficiency% Hatásnö- Kedesh * % 1. benalaxil 2000 19 - 2. dodemorph 2000 ' - - 3. I.iahenzadol 2000 34 - 4. 1 + 2 + 3 (2: 5: 6) 2000 97 + 63%

XXI. spreadsheet

agent authorities material concentration rationality g / kg Efficiency% effect increase **% 1. ofurace 3 10 1 6 - 2. dodemorph 3 *** 1 *** - - 3. tiaben- imidazole 3 23 - 1 8 - 4. 1 + 2 + 3 (3: 5: 6) 3 96 + 73% 1 96 + 88%

* = According to HORSFALL “= phytotoxic

Claims (4)

PATENT CLAIMS 1: (1-2) :( 1-2). 1- (buLi] -carbanoyl) -2-benzimidazole-methylcarbamate, 1,2-bis [3- (ethoxycarbonyl) -2-thiourea] benzene, 1,2-bis [3- (methoxycarbonyl) -2-thiocaramido] benzene, benzimidazole-N-methyl- carbamate, CLAIMS 1. A synergistic fungicidal composition comprising 5-95% by weight of a mixture of active ingredients which comprises (A) one of the following acylamide derivatives: D, L-N- (2,6-dimethylphenyl) -N- (2'-methoxyacetyl) alanine methyl ester, N- (2,6-dimethylphenyl) -N-furoyl (2) -alanine methyl ester, Composition according to Claim 1, characterized in that the weight ratio of active ingredients A, B and C for seed dressing is 1: 4: 4. 2- (4 '- Thiazolyl) -benzimidazole; obsession Di is the following dithiocarbamethane or disulfide— one of the derivatives is zinc ethylene n-bis (dithiocarbameth), manganese ethylene bis (dithiocarbamate), 5: 1: Z mixture of mariguan zinc ethylene bis (dithiocarbamate), polyethylene thiuran disulfide, polymeric zinc propylene bis (dithiocarbalnate), polyethyl cin thiuram disulfide and zinc ethylene bis (dithiocarbamate) content 21X) together, weight ratio of active substances A, B and C is 1: (1-5) :( 1-6), weight ratio of active substances A, B and D is 1: (1-5) :( 1-10) , you are solid Liquid fillers and carriers, preferably silica, sucrose, kaolin, oleic earth, paraffin, ionic and / or nonionic surfactants, preferably alkylaryl polyglycol ethers, alkyl- 20-aralkyl sulphorates, phosphates, z-alcohol alcohol poly glycol ethers, lignin sulphonic acid and its salts, formaldehyde coudensates of alkylaryl sulphonates, and other excipients such as antifreeze, antifouling, 25 horses. 2-methoxy-N- (2-oxo-1,3-oxazolidin-3-yl) -N- (2,6-dimethylphenyl) acetamide, N-isoxazol-5-yl-N- (2,6-xylyl) -alanine methyl ester, N- (2,6-Dimethylphenyl) -2-methoxy-N- (tetrahydro-2-oxo-3-furanyl} acetamide; (B) one of the following morpholine derivatives: N-tridecyl-2,6-dimethylmorpholine, N-cyclododecyl-2,6-dimethylmorpholine, N- (Rhododecyl) -2,6-dimethylmorpholine and 4: 1 by weight mixture of N- (n-dodecyl) -2,5-dimethylmorpholine, 4- {3- [p- (tert-butyl) phenyl] -2-methylpropyl) -2,6-cisdiethylmorpholine; there is C) one of the following fungicidal agents: 2-Chloro-N- (2,6-dimethyl-phenyl-N- (telrahydro-2-oxo-3-furanyl) -acetamide, Composition according to claim 1, characterized in that the weight ratio of active ingredients A, B and C to cereal meal is 3-Chloro-N- (tetrahydro-2-oxo-3-furanyl-cyclopropanecarboxanilide, Composition according to claim 1, characterized in that the potato phylophtho35 ra infestans has a weight ratio of active ingredients A, B and D of 1: (1-2): 10.